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Literature DB >> 16836372

"Clickphine": a novel and highly versatile P,N ligand class via click chemistry.

Remko J Detz¹, Silvia Arévalo Heras, R de Gelder, Piet W N M van Leeuwen, Henk Hiemstra, Joost N H Reek, Jan H van Maarseveen.

Abstract

[Structure: see text] A novel P,N-type ligand family (ClickPhine) is disclosed that is easily accessible using the Cu(I)-catalyzed azide-alkyne "click" cycloaddition. A diverse set of ligands was made in just three steps from readily available starting materials to give several homogeneous and a heterogeneous catalyst. Preliminary experiments show the efficacy of these ligands in the Pd-catalyzed allylic alkylation reaction.

Entities: Chemical

Year: 2006 PMID： 16836372 DOI： 10.1021/ol061015q

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

8 in total

1. Integrated and passive 1,2,3-triazolyl groups in fluorescent indicators for zinc(II) ions: thermodynamic and kinetic evaluations.

Authors: J Tyler Simmons; John R Allen; Deborah R Morris; Ronald J Clark; Cathy W Levenson; Michael W Davidson; Lei Zhu
Journal: Inorg Chem Date: 2013-04-26 Impact factor: 5.165

2. Expanding cyclitol structural diversity by biocatalysis and metalocatalysis. A click chemistry approach.

Authors: Victoria de la Sovera; Ana Bellomo; Jesus M Pena; David Gonzalez; Hélio A Stefani
Journal: Mol Divers Date: 2010-03-03 Impact factor: 2.943

Review 3. Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides.

Authors: Jason E Hein; Valery V Fokin
Journal: Chem Soc Rev Date: 2010-03-04 Impact factor: 54.564

4. 1,2,3-Triazole based bisphosphine, 5-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)-phenyl)-4-phenyl-1H-1,2,3-triazole: an ambidentate ligand with switchable coordination modes.

Authors: Latchupatula Radhakrishna; Madhusudan K Pandey; Maravanji S Balakrishna
Journal: RSC Adv Date: 2018-07-18 Impact factor: 4.036

5. Synthesis of γ-hydroxypropyl P-chirogenic (±)-phosphorus oxide derivatives by regioselective ring-opening of oxaphospholane 2-oxide precursors.

Authors: Iris Binyamin; Shoval Meidan-Shani; Nissan Ashkenazi
Journal: Beilstein J Org Chem Date: 2015-07-30 Impact factor: 2.883

"Clickphine": a novel and highly versatile P,N ligand class via click chemistry.

1. Integrated and passive 1,2,3-triazolyl groups in fluorescent indicators for zinc(II) ions: thermodynamic and kinetic evaluations.

2. Expanding cyclitol structural diversity by biocatalysis and metalocatalysis. A click chemistry approach.

Review 3. Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides.

4. 1,2,3-Triazole based bisphosphine, 5-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)-phenyl)-4-phenyl-1H-1,2,3-triazole: an ambidentate ligand with switchable coordination modes.

5. Synthesis of γ-hydroxypropyl P-chirogenic (±)-phosphorus oxide derivatives by regioselective ring-opening of oxaphospholane 2-oxide precursors.

6. Aminotriazole Mn(I) Complexes as Effective Catalysts for Transfer Hydrogenation of Ketones.

Review 7. Architecture and synthesis of P,N-heterocyclic phosphine ligands.

8. A Stimuli-Responsive Rotaxane-Gold Catalyst: Regulation of Activity and Diastereoselectivity.